Gabriel Sails is a classic Maryland Eastern Shore retreat on 2 and 3/4 acres, including a pond, mature trees, surrounded on three sides by branches of Island Creek and on the other side, by woods and farm fields a half mile from the nearest paved road. The house includes four bedrooms and four full baths. There is a creekside pool and a pier perfect for launching kayaks, paddle boards, etc. Beautifully but comfortably furnished, with a gorgeous chef's kitchen and breakfast room, large dining room, two-level great room, and living room with wood-burning fireplace. Ten minutes drive in one direction to historic Oxford; ten minutes in the other direction to lovely Easton (with a Harris Teeter and other amenities, including Easton Cycle and Sports, which will deliver rental kayaks, paddle boards, and bicycles to the house). The road to Oxford and Easton is beautiful and has wide bicycle lanes on each side. Drive or cycle to Oxford and take a historic ferry across the Tred Avon River to Bellevue, then ride from there to St. Michaels, another lovely Eastern Shore town. Large deck on the southwest side of the house for viewing the amazing summer sunsets. The upstairs guest suite includes a double bed and a separate but adjoining bedroom with two single beds, perfect for kids, grandkids, etc. (These two rooms share a bathroom.) Oxford has several excellent restaurants, and Easton and St. Michaels have many more.
3 Bedroom, 4 Bathroom, Sleeps 8
- Calendar last updated:
- 29 Nov 2018
About owner/property manager
David and Cathy Massey live in Washington DC, where Cathy works for T-Mobile and David is retired from his day job and pursues his avocation as a singer-songwriter; David has released three CDs over the last 14 years, all of which have received strong reviews and radio play in the US and Europe ( They are new to Oxford but have fallen in love with the Eastern Shore lifestyle and may ultimately retire to Gabriel Sails.
owner/property manager purchased this House in 2017
Why owner/property manager chose Oxford
David's parents sailed the Chesapeake for many years, and he and Cathy joined them in exploring its tributaries on a 34-foot sailboat. As residents of the busy Dupont Circle area of Washington DC, the Masseys love the serenity of the water, woods, and farm fields that surround Gabriel Sails. (Not to mention the epic sunsets over Island Creek!)
Pool / Spa
100% refund for cancellations more than 60 days before check-in date. 50% refund for cancellations more than 30 days before check-in date.
Spacious beautiful home in secluded but convenient location
We couldn't have been more pleased with the time we spent at the Massey's home in Oxford. The pictures didn't even do it justice... Larger rooms beautifully appointed and with all the extras of a host's personal vacation home. Our family met there and we thoroughly enjoyed our time together.